Potassium tert-butoxide, 97%, Thermo Scientific Chemicals
Potassium tert-butoxide, 97%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Potassium tert-butoxide, 97%, Thermo Scientific Chemicals

Have Questions?
Change viewbuttonViewtableView
Quantity:
100 g
25 g
250 g
500 g
1000 g
Catalog number A13947.22
Price (USD)/ Each
51.65
Online exclusive
57.70 
Save 6.05 (10%)
-
Add to cart
Quantity:
100 g
Request bulk or custom format
Price (USD)/ Each
51.65
Online exclusive
57.70 
Save 6.05 (10%)
Add to cart
Potassium tert-butoxide, 97%, Thermo Scientific Chemicals
Catalog numberA13947.22
Price (USD)/ Each
51.65
Online exclusive
57.70 
Save 6.05 (10%)
-
Add to cart
Chemical Identifiers
CAS865-47-4
IUPAC Namepotassium 2-methylpropan-2-olate
Molecular FormulaC4H9KO
InChI KeyLPNYRYFBWFDTMA-UHFFFAOYSA-N
SMILES[K+].CC(C)(C)[O-]
View more
SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to pale cream
FormCrystals or powder or crystalline powder
Assay (Aqueous acid-base Titration)≥96.0 to ≤104.0% (UK-sourced material)
Assay from Supplier's CofA≥96.0% (US-sourced material)
CommentMaterial sourced in UK and US
Potassium tert-butoxide is used as a strong non-nucleophilic base in organic chemistry. It plays an active role in dehydrohalogenation reactions. It is also useful for greener amidation of esters. It serves as an intermediate in Mizoroki-Heck-type reactions. Furthermore, it is used as an initiator in anionic polymerization of carbazolyl-substituted oxiranes. It catalyzes the reaction of hydrosilanes and heterocyclic compounds to give the silyl derivatives with evolution of hydrogen.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
Potassium tert-butoxide is used as a strong non-nucleophilic base in organic chemistry. It plays an active role in dehydrohalogenation reactions. It is also useful for greener amidation of esters. It serves as an intermediate in Mizoroki-Heck-type reactions. Furthermore, it is used as an initiator in anionic polymerization of carbazolyl-substituted oxiranes. It catalyzes the reaction of hydrosilanes and heterocyclic compounds to give the silyl derivatives with evolution of hydrogen.

Solubility
Soluble in hexane, toluene, diethyl ether and terahydrofuran.

Notes
Air and moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with water, acids, reducing agents, oxygen, alcohols, chlorinated solvents, halogens and ketones.
RUO – Research Use Only

General References:

  1. Strong base of relatively low nucleophilicity. Review: Chem. Rev., 74, 45 (1974). The nucleophilicity is increased in the presence of 18-crown-6; the basic strength less so: J. Org. Chem., 43, 447 (1978).
  2. For generation of dibromocarbene, see Bromoform, A11904. In combination with a solid-liquid phase-transfer catalyst in the absence of solvent, has been recommended for the dehydrobromination of alkyl bromides to alkenes: J. Org. Chem., 49, 1138 (1984): with 18-crown-6, is effective for the dehydrobromination of vic-dibromides: Liebigs Ann. Chem., 1 (1980), and in the dehydrochlorination of gem-dichloroalkanes to give alkynes: J. Org. Chem., 39, 3285 (1974).
  3. Deprotonation of an ɑ-halo sulfone, followed by Ramberg-Backlund reaction with extrusion of SO2, gives an alkene: J. Am. Chem. Soc., 110, 4866 (1988); Org. React., 25, 1 (1977); Org. Synth. Coll., 8, 212 (1993):
  4. For cyclization-elimination of ɑɑ-dibromoneopentyl ketone to di-tert-butylcyclopropenone, a precursor of tri-tert-butylcyclopropenium tetrafluoroborate, see: Org. Synth. Coll., 6, 991 (1988); for reaction scheme, see Neopentyl chloride, L02365.
  5. For intramolecular cyclization of a dinitrile to an unsaturated vic-amino nitrile (Thorpe-Ziegler reaction), see: Org. Synth. Coll., 6, 932 (1988).
  6. Treatment of a methyl ester in ether with the reagent provides a simple method for preparation of tert-butyl esters: Synlett, 658 (2001).